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- W2950278003 abstract "Abstract 4,6‐Dimethyl‐1 H ‐pyrazolo[3,4‐ b ]pyridine‐3‐amine ( 1 ) was used as a key intermediate for the synthesis of imidazolopyrazole derivatives 7–11 upon interaction with 3‐(2‐bromoacetyl)‐2 H ‐chromen‐2‐one ( 2 ), 2‐(benzothiazol‐2‐yl)‐4‐chloro‐3‐oxobutanenitrile ( 3 ), 2,3‐dibromonaphthalene‐1,4‐dione ( 4 ), naphtha[2,3‐ b ]oxirene‐2,7‐dione ( 5 ), 2,5‐dichloro‐3,6‐dihydroxyhexa‐2,5‐diene‐1,4‐dione ( 6 ), respectively. Acetylation of 11 afforded the bis ‐acetyl 12 . Also, the imidazolopyrimidine 15 was prepared via treatment of 1 with sodium 3,4‐dioxo‐3,4‐dihydronaphthalene‐1‐sulfonate ( 13 ) in DMF followed by cyclization of the bis ‐pyrazolopyrimidine 14 with glacial acetic acid. On the other hand, compound 1 was reacted with ( E )‐1‐(4‐methoxyphenyl)‐5‐(piperidin‐1‐yl)pent‐1‐en‐3‐one hydrochloride ( 16 ), 2‐hydroxy‐3‐((piperidin‐1‐yl)‐methyl)‐naphthalene‐1,4‐dione ( 17 ), 2‐styryl‐2 H ‐indene‐1,3‐dione ( 18 ), enaminone 22 , chloroquinoline‐3‐carbaldehyde 27a , chloroquinoline‐(6‐methyl)‐3‐carbaldehyde 27b and 5‐chloro‐3‐methyl‐1‐phenyl‐1 H ‐pyrazole‐4‐carbaldehyde ( 28 ) to afford pyrazolo[3,4‐ a ]pyrimidines 19–21 , 23 , 29a , 29b and 30 , respectively. Also, the pyrazolopyrimidinone 33 was obtained via treatment of 1 with 1‐cyanoacetyl‐3,5‐dimethylpyrazole ( 31 ) followed by cyclization of the formed intermediate 32 with glacial acetic acid. Finally, treatment of 1 with o ‐terephthalaldehyde in glacial acetic acid afforded diazepine 34 . The newly synthesized compounds were screened for their antioxidant properties in which some of them exhibited promising activities. Compounds 1 , 14 , 15 , 23 , 26 , 29a , 30 and 32 have the ability to protect DNA from the damage induced by bleomycin." @default.
- W2950278003 created "2019-06-27" @default.
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- W2950278003 date "2011-10-12" @default.
- W2950278003 modified "2023-10-17" @default.
- W2950278003 title "Synthesis and Antioxidant Evaluation of Some New Pyrazolopyridine Derivatives" @default.
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- W2950278003 doi "https://doi.org/10.1002/ardp.201100171" @default.
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